(3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)(5-methyl-4-nitroisoxazol-3-yl)methanone

ID: ALA4762626

PubChem CID: 162659336

Max Phase: Preclinical

Molecular Formula: C16H14N4O4

Molecular Weight: 326.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1onc(C(=O)N2CCc3c([nH]c4ccccc34)C2)c1[N+](=O)[O-]

Standard InChI:  InChI=1S/C16H14N4O4/c1-9-15(20(22)23)14(18-24-9)16(21)19-7-6-11-10-4-2-3-5-12(10)17-13(11)8-19/h2-5,17H,6-8H2,1H3

Standard InChI Key:  DEWGKIXEMUCREU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   39.4087  -15.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4075  -16.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1197  -17.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1178  -15.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8305  -15.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8308  -16.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6183  -16.8498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6179  -15.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1048  -16.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9249  -16.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2643  -15.3396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7773  -14.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9510  -14.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0819  -15.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5638  -15.9211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.4124  -14.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2170  -14.3183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.2978  -13.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.5417  -13.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9939  -13.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3654  -12.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1754  -13.7034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6963  -14.3714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.8364  -12.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  8  5  1  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
 19 21  1  0
 22 23  2  0
 22 24  1  0
 20 22  1  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4762626

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 326.31

Molecular Weight (Monoisotopic): 326.1015

AlogP: 2.57

#Rotatable Bonds: 2

Polar Surface Area: 105.27

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -1.42

References

1. Eaton JK,Furst L,Cai LL,Viswanathan VS,Schreiber SL.  (2020)  Structure-activity relationships of GPX4 inhibitor warheads.,  30  (23.0): [PMID:32920142] [10.1016/j.bmcl.2020.127538]

Source

Source(1):

• Scientific Literature